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SBS 2008 external users can't access exchange in outlook 2010, owa works fine

Posted on 2013-01-08
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Last Modified: 2013-01-28
I have had a search through here but nothing seems to help. We have an SBS 2008 running exchange. About a month ago we updated our SSL certificate to a UCC one from GoDaddy. Now our external users outside the internal network can't access emails in Outlook. The error constantly says 'This action can not be completed. The connection to Microsoft Exchange is unavailable. Outlook must be online or connected to complete this action'

I have tried every solution I have come across but I cannot get it to work. The users can access the emails in OWA fine and also on their mobile devices just not in Outlook 2010.

Cheers
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Question by:clownguts
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LVL 13

Expert Comment

by:murgroup
ID: 38757674
Make sure the name on your SSL cert matches what is in the Outlook proxy settings ie https://mail.domain.com and msstd:mail.domain.com. At the very minimum your cert should have:

mail.domain.com (or whatever your MX record is)
autodisover.domain.com
internalservername.domain.local
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Author Comment

by:clownguts
ID: 38757726
Hi Murgroup,

I can confirm that the certificate matches the settings exactly. The certificate covers

remote.domain.com.au (mx points to this)
domain.com.au
www.remote.domain.com.au
servername.domain.local

We have never used Autodiscover on this server so it isn't on the certificate. We also don't have any autodiscover dns records.

Cheers
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LVL 13

Expert Comment

by:murgroup
ID: 38757791
Well then I recommend using this site to troubleshoot remote connectivity issues if you have not already done so.

https://www.testexchangeconnectivity.com/#
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Author Comment

by:clownguts
ID: 38757816
Hi Murgroup,

I have run the tests on that site and I just ran them again. Everything comes back as green ticks. I have tried to on three different pcs on three seperate networks and none of them allow outlook to connect. I keep getting the same error as reported above.

Any other ideas?
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LVL 13

Expert Comment

by:murgroup
ID: 38757851
OK that is odd that everything comes back green and you still cannot connect. As a test have you tried deleting the Outlook profile and creating a new one?
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LVL 13

Expert Comment

by:murgroup
ID: 38757853
Also could there be an old SSL cert on the client computer causing a conflict with the new one?
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Accepted Solution

by:
clownguts earned 0 total points
ID: 38812718
Ok, I have fixed the problem. All I did was revoke the new certificate and then reinstalled it and voila all the issues have gone.
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Author Closing Comment

by:clownguts
ID: 38826209
Fixed it myself
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